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E8004

Sigma-Aldrich

β-Estradiol 17-cypionate

Synonym(s):

1,3,5(10)-Estratriene-3,17β-diol 17-cyclopentylpropionate, 3,17β-Hydroxy-1,3,5(10)-estratriene 17-cyclopentylpropionate, Depoestradiol

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About This Item

Empirical Formula (Hill Notation):
C26H36O3
CAS Number:
313-06-4
Molecular Weight:
396.56
EC Number:
206-237-8
MDL number:
MFCD00056558
UNSPSC Code:
12352200
PubChem Substance ID:
24894663
NACRES:
NA.77

biological source

synthetic (organic)

sterility

non-sterile

Assay

≥98% (HPLC)

form

powder

solubility

chloroform: 50 mg/mL, clear, colorless to faintly yellow

shipped in

ambient

storage temp.

room temp

SMILES string

[H][C@]12CC[C@]3(C)[C@H](CC[C@@]3([H])[C@]1([H])CCc4cc(O)ccc24)OC(=O)CCC5CCCC5

InChI

1S/C26H36O3/c1-26-15-14-21-20-10-8-19(27)16-18(20)7-9-22(21)23(26)11-12-24(26)29-25(28)13-6-17-4-2-3-5-17/h8,10,16-17,21-24,27H,2-7,9,11-15H2,1H3/t21-,22-,23+,24+,26+/m1/s1

InChI key

UOACKFBJUYNSLK-XRKIENNPSA-N

Gene Information

human ... ESR1(2099)

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Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Meneghetti et al.
Theriogenology, 72(2), 179-189 (2009-04-07)
Five experiments were conducted on commercial farms in Brazil aiming to develop a fixed-time artificial insemination (TAI) protocol that achieved pregnancy rates between 40% and 55% in Bos indicus cows. These studies resulted in the development of the following protocol:
G A Perry et al.
Domestic animal endocrinology, 34(3), 333-338 (2007-11-06)
Previous studies have indicated that initiation of standing estrus within 24h of fixed-time AI influenced pregnancy rates. Furthermore, uterine environment at time of insemination can influence sperm transport. We hypothesized that preovulatory concentrations of estradiol would influence uterine pH at
M G Colazo et al.
Theriogenology, 71(6), 984-992 (2009-01-10)
We hypothesized that: (i) repeated GnRH treatments would increase the magnitude and duration of the LH surge and would increase progesterone (P4) concentrations after ovulation; and (ii) the release of pituitary LH would be greater in response to larger doses
Ronaldo L A Cerri et al.
Reproduction (Cambridge, England), 137(5), 813-823 (2009-02-11)
Length of dominance of the ovulatory follicle and exposure to oestradiol (OE(2)) during proestrus can affect fertility. Lactating cows had their oestrous cycle pre-synchronized and were subjected to one of the four synchronization treatments. Cows in the oestrus detection (OD)
M S Gulay et al.
Journal of dairy science, 92(8), 3815-3818 (2009-07-22)
The objective was to determine the effect of supplemental estrogen (estradiol cypionate, ECP) at dry-off on temporal changes in concentrations of lactose in blood plasma of Holstein cows as an indicator of rate of mammary involution. Thirty-two Holstein cows (8/group)
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